Ask HTM – Mortgage Payoff Loophole, DAFs to Maximize Tax Deductions, and Legally Evading a Medical Bill #1069
How to Money
iHeartPodcasts
4.6 • 3.2K Ratings
🗓️ 1 December 2025
⏱️ 52 minutes
🧾️ Download transcript
Summary
Let’s kick off the week with some fresh listener questions we have lined up for you! And don't just stand on the sidelines- if you have a question you’d like us to answer, toss your voice memo our way. It only takes about 90 seconds to record and you can find a step by step guide over at HowToMoney.com/ask . Regardless of how random or bizarre you might think it is, we want to hear it!
1 - Accelerated Mortgage Payoff - is velocity banking a smart way to quickly pay off my mortgage?
2 - Donor Advised Funds - do I get to deduct more from my taxes if my donor advised contribution grows after investing?
3 - Retirement Investing - am I better off contributing to my Roth IRA or my employee sponsored 457b?
4 - Medical Bills - should I take an offer for a medical bill discount by paying before the end of the year, or is there a better option?
5 - Life Insurance - I already have rental properties and a 401k that my baby could inherit so do I also need life insurance?
Want more How To Money in your life? Here are some additional ways to get ahead with your personal finances:
- We talked about Donor Advised Funds in depth with Adam Nash.
- If you’re looking for the best place to open a donor advised fund then look no further than Joel’s review of Daffy.
- A great physical fitness newsletter by friend of the pod, Drew: Move To Improve
- Knowing your ‘money gear’ is a crucial part of your personal finance journey. Start here.
- Sign up for the weekly HTM newsletter. It’s fun, free, & practical.
- Join a thriving community of fellow money in the HTM Facebook group.
- Massively reduce your cell phone bill each month by switching to a discount provider like Mint Mobile.
During this episode we enjoyed an Automatic IPA by Creature Comforts! And please help us to spread the word by letting friends and family know about How to Money! Hit the share button, subscribe if you’re not already a regular listener, and give us a quick review in Apple Podcasts or wherever you get your podcasts. Help us to change the conversation around personal finance and get more people doing smart things with their money!
Best friends out!
See omnystudio.com/listener for privacy information.
Transcript
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| 0:00.0 | This is an I-Heart podcast. |
| 0:31.7 | Guaranteed Human. Welcome to How to Money. I'm Joel. I'm Matt. know what we're going to do today. |
| 0:38.9 | Although, if you are a new listener, welcome. We hope you enjoy the show. But this is where we do take listener questions. |
| 0:41.1 | We're going to talk about velocity banking. |
| 0:44.1 | We've got a listener who's interested in paying down some debt. |
| 0:50.4 | We're going to talk about the easiest, the best, the most efficient way to give your dollars. |
| 0:51.2 | That's right. |
| 1:12.0 | We're going to talk about donor advised funds, some of the ins and outs there. And then we're also going to discuss some legal ways to pay less of your medical bill. So, yeah, totally legal. We'll get to that more during our episode today. Move to Antarctica. They can't reach you there. Fake your death, change your name, and hop on a plane. That's right. But you get caught, then you're in trouble, so it's probably not worth it. |
| 1:23.7 | What's the group? The global international group. Interpol. Interpol comes after you. I was about to say it was named after a bit or up there. Do they go down to Antarctica? Interpol? I don't know. I actually literally don't know what Interpol does except I feel like it's some sort of global |
| 1:25.4 | coordination when it comes to |
| 1:27.1 | different law enforcement efforts. |
| 1:29.1 | It's a good rock and roll band too. |
| 1:30.3 | Yeah. |
| 1:30.7 | Yeah. |
| 1:31.1 | Are they still does, except I feel like it's some sort of global coordination when it comes to different law enforcement |
| 1:28.6 | efforts. There's a good rock and roll band, too. Yeah. Yeah. Are they still around? I don't know. |
| 1:33.0 | It's a good question. It's kind of got that drone, droney voice. Yeah. Okay, before we get to |
| 1:39.5 | list or questions, Matt, I wanted to mention, like, I wish I had like a grave marker or something. |
| 1:44.5 | It looks like one of our, one of my favorite companies is about to not exist anymore. |
| 1:50.0 | Rad power bikes. |
| 1:51.1 | Rad bikes. |
| 1:52.1 | I saw this. |
... |
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